Heteroannulation of 4-oxo-4H-1-benzopyrans (chromones) via the conjugate addition of haloalkanols in the presence of base
Autor: | Roy Hayes, Peter J. Cremins, Timothy W. Wallace |
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Rok vydání: | 1991 |
Předmět: | |
Zdroj: | Tetrahedron. 47:9431-9438 |
ISSN: | 0040-4020 |
DOI: | 10.1016/s0040-4020(01)80889-9 |
Popis: | Chromones (4-oxo-4H-1-benzopyrans) bearing electron-withdrawing substituents at C-3 react with 2-haloethanols and potassium carbonate in acetone to produce tetrahydrofuro[2,3-b][1]benzopyran-4-ones, the heteroannulation proceeding via the conjugate addition of the haloethanol to the chromone, followed by intramolecular alkylation. Under the conditions of the reaction, the products derived from chromone-3-carbaldehydes undergo in situ deformylation. |
Databáze: | OpenAIRE |
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